KR100328279B1 - 고도의기계적성질및고도의열화학적안정성을갖는폴리비닐리덴플루오라이드및이의제조방법 - Google Patents
고도의기계적성질및고도의열화학적안정성을갖는폴리비닐리덴플루오라이드및이의제조방법 Download PDFInfo
- Publication number
- KR100328279B1 KR100328279B1 KR1019940011412A KR19940011412A KR100328279B1 KR 100328279 B1 KR100328279 B1 KR 100328279B1 KR 1019940011412 A KR1019940011412 A KR 1019940011412A KR 19940011412 A KR19940011412 A KR 19940011412A KR 100328279 B1 KR100328279 B1 KR 100328279B1
- Authority
- KR
- South Korea
- Prior art keywords
- tot
- polyvinylidene fluoride
- chain transfer
- transfer agent
- pvdf
- Prior art date
Links
- 239000002033 PVDF binder Substances 0.000 title claims abstract description 38
- 229920002981 polyvinylidene fluoride Polymers 0.000 title claims abstract description 38
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 26
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 24
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 21
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000000839 emulsion Substances 0.000 claims abstract description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 9
- 229920000642 polymer Polymers 0.000 claims description 23
- 150000001451 organic peroxides Chemical class 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
- 238000000354 decomposition reaction Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000005796 dehydrofluorination reaction Methods 0.000 claims description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 238000012546 transfer Methods 0.000 claims description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- SYXWPOQHLFRAFP-UHFFFAOYSA-N 2-ethylhexyl hydroxy carbonate Chemical compound CCCCC(CC)COC(=O)OO SYXWPOQHLFRAFP-UHFFFAOYSA-N 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- 244000068988 Glycine max Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- 239000003999 initiator Substances 0.000 abstract description 11
- 239000000126 substance Substances 0.000 abstract description 6
- 238000000429 assembly Methods 0.000 abstract description 3
- 230000000712 assembly Effects 0.000 abstract description 3
- 150000004965 peroxy acids Chemical class 0.000 abstract description 3
- 231100001261 hazardous Toxicity 0.000 abstract description 2
- 239000010409 thin film Substances 0.000 abstract description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000004530 micro-emulsion Substances 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- -1 peroxy isopropyl carbonate Chemical compound 0.000 description 3
- 230000007847 structural defect Effects 0.000 description 3
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- WPDDXKNWUVLZMQ-UHFFFAOYSA-M potassium;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoate Chemical compound [K+].[O-]C(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F WPDDXKNWUVLZMQ-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- YOALFLHFSFEMLP-UHFFFAOYSA-N azane;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoic acid Chemical compound [NH4+].[O-]C(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YOALFLHFSFEMLP-UHFFFAOYSA-N 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- UXXXZMDJQLPQPH-UHFFFAOYSA-N bis(2-methylpropyl) carbonate Chemical compound CC(C)COC(=O)OCC(C)C UXXXZMDJQLPQPH-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000004255 ion exchange chromatography Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 description 1
- 229950010765 pivalate Drugs 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000131 polyvinylidene Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F114/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F114/18—Monomers containing fluorine
- C08F114/22—Vinylidene fluoride
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Materials For Medical Uses (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT93MI001112A IT1265033B1 (it) | 1993-05-28 | 1993-05-28 | Polivinilidenfluoruro ad elevate prestazioni meccaniche ed elevata stabilita' termochimica, e relativo processo di preparazione |
| ITMI93A001112 | 1993-05-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR100328279B1 true KR100328279B1 (ko) | 2002-06-22 |
Family
ID=11366287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019940011412A KR100328279B1 (ko) | 1993-05-28 | 1994-05-25 | 고도의기계적성질및고도의열화학적안정성을갖는폴리비닐리덴플루오라이드및이의제조방법 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5583190A (it) |
| EP (1) | EP0626396B1 (it) |
| JP (1) | JP3520876B2 (it) |
| KR (1) | KR100328279B1 (it) |
| AT (1) | ATE145411T1 (it) |
| CA (1) | CA2124549A1 (it) |
| DE (1) | DE69400940T2 (it) |
| ES (1) | ES2097572T3 (it) |
| IT (1) | IT1265033B1 (it) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1273608B (it) * | 1995-04-28 | 1997-07-08 | Ausimont Spa | Fluoroelastomeri sostanzialmente privi di terminali polari e relativo processo di preparazione |
| DE69700138T2 (de) * | 1996-01-31 | 1999-09-02 | Aea Technology Plc | Polyvinylidenfluorid als polymerer Festelektrolyt für Lithium-Ionen-Batterien |
| IT1296968B1 (it) | 1997-12-15 | 1999-08-03 | Ausimont Spa | Elastomeri termoplastici fluorurati |
| US6063855A (en) * | 1998-01-02 | 2000-05-16 | Pecsok; Roger L. | Process for the manufacture of vinylidene fluoride powder coatings |
| IT1307756B1 (it) | 1999-02-05 | 2001-11-19 | Ausimont Spa | Polimeri elettroliti per batterie ricaricabili al litio. |
| FR2808462B1 (fr) * | 2000-05-05 | 2002-09-20 | Diager | Foret de percage |
| EP1191042A1 (fr) * | 2000-09-26 | 2002-03-27 | Atofina | Procédé de polymérisation du 1,1-difluoroéthylène sous haute pression |
| ITMI20012165A1 (it) * | 2001-10-18 | 2003-04-18 | Ausimont Spa | Perfluoroelastomeri |
| FR2871469A1 (fr) * | 2004-06-10 | 2005-12-16 | Arkema Sa | Procede de fabrication de polymere fluore |
| US7498511B1 (en) | 2005-11-22 | 2009-03-03 | Securus, Inc. | Pipe hanger |
| US7621487B2 (en) | 2005-12-21 | 2009-11-24 | Securus, Inc. | Twist-lock base for pipe holders |
| JP6186164B2 (ja) * | 2013-04-16 | 2017-08-23 | クレハ合繊株式会社 | 楽器用弦 |
| CN104448077B (zh) * | 2014-12-06 | 2017-01-04 | 常熟丽源膜科技有限公司 | 聚偏氟乙烯的生产工艺 |
| CN104592431A (zh) * | 2014-12-29 | 2015-05-06 | 东莞市长安东阳光铝业研发有限公司 | 一种宽分布聚偏氟乙烯的制备方法 |
| CN109843946A (zh) * | 2016-10-05 | 2019-06-04 | 索尔维特殊聚合物意大利有限公司 | 偏二氟乙烯聚合物 |
| JP6983448B1 (ja) | 2021-06-30 | 2021-12-17 | 株式会社ヤマダアトマイザー | 弦楽器用弦及び弦楽器用弦の製造方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1170078A (en) * | 1965-11-25 | 1969-11-12 | Werner & Pfleiderer | Improvements in or relating to Valves for Centrifugal Pumps |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA451833A (en) * | 1948-10-12 | Canadian Industries Limited | Polyvinylidene fluoride | |
| US2435537A (en) * | 1944-04-20 | 1948-02-03 | Du Pont | Polyvinylidene fluoride and process for obtaining the same |
| CH330492A (de) * | 1953-11-11 | 1958-06-15 | Hoechst Ag | Verfahren zur Polymerisation oder Mischpolymerisation polymerisationsfähiger, fluorhaltiger Verbindungen in wässriger Phase |
| US3193539A (en) * | 1960-05-31 | 1965-07-06 | Pennsalt Chemicals Corp | Process for polymerizing vinylidene fluoride |
| US3475396A (en) * | 1966-07-06 | 1969-10-28 | Diamond Shamrock Corp | Process for polymerizing vinylidene fluoride |
| US3598797A (en) * | 1967-06-27 | 1971-08-10 | Daikin Ind Ltd | Process for manufacturing polyvinylidene fluoride |
| DE1915682A1 (de) * | 1969-03-27 | 1970-10-08 | Bayer Ag | Niedermolekulare,halogenhaltige Copolymerisate |
| US3640985A (en) * | 1969-05-16 | 1972-02-08 | Ppg Industries Inc | Polymerization of fluorine-containing ethylenically unsaturated monomers in the presence of a beta-hydroxyalkyl tertiary-butyl peroxide |
| US3780007A (en) * | 1969-12-23 | 1973-12-18 | Diamond Shamrock Corp | Polymerization of vinylidene fluoride in aqueous suspension |
| BE791029Q (fr) * | 1969-12-23 | 1973-03-01 | Diamond Shamrock Corp | Nouveaux fluorures de polyvinylidene et procede de leurs preparations. |
| FR2286153A1 (fr) * | 1974-09-24 | 1976-04-23 | Ugine Kuhlmann | Procede de polymerisation ou de copolymerisation en emulsion du fluorure de vinylidene |
| JPS5834484A (ja) * | 1981-08-24 | 1983-02-28 | シチズン時計株式会社 | デジタル表示時計 |
| JPS5834814A (ja) * | 1981-08-24 | 1983-03-01 | Daikin Ind Ltd | フツ化ビニリデンの重合方法 |
| US4360652A (en) * | 1981-08-31 | 1982-11-23 | Pennwalt Corporation | Method of preparing high quality vinylidene fluoride polymer in aqueous emulsion |
| IT1189092B (it) * | 1986-04-29 | 1988-01-28 | Ausimont Spa | Processo di polimerizzazione in dispersione acquosa di monomeri fluorurati |
| IT1204903B (it) * | 1986-06-26 | 1989-03-10 | Ausimont Spa | Processo di polimerizzazione in dispersione acquosa di monomeri florati |
| FR2644466B1 (fr) * | 1989-03-15 | 1992-08-14 | Solvay | Procede pour la fabrication de polymeres du fluorure de vinylidene et utilisation des polymeres du fluorure de vinylidene pour la formulation de peintures |
| US5093427A (en) * | 1990-05-10 | 1992-03-03 | Atochem North America, Inc. | Copolymers of vinylidene fluoride and hexafluoropropylene and process for preparing the same |
-
1993
- 1993-05-28 IT IT93MI001112A patent/IT1265033B1/it active IP Right Grant
-
1994
- 1994-05-17 AT AT94107588T patent/ATE145411T1/de not_active IP Right Cessation
- 1994-05-17 EP EP94107588A patent/EP0626396B1/en not_active Expired - Lifetime
- 1994-05-17 DE DE69400940T patent/DE69400940T2/de not_active Expired - Fee Related
- 1994-05-17 ES ES94107588T patent/ES2097572T3/es not_active Expired - Lifetime
- 1994-05-25 KR KR1019940011412A patent/KR100328279B1/ko not_active IP Right Cessation
- 1994-05-27 CA CA002124549A patent/CA2124549A1/en not_active Abandoned
- 1994-05-27 JP JP11536994A patent/JP3520876B2/ja not_active Expired - Lifetime
-
1995
- 1995-09-27 US US08/534,671 patent/US5583190A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1170078A (en) * | 1965-11-25 | 1969-11-12 | Werner & Pfleiderer | Improvements in or relating to Valves for Centrifugal Pumps |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69400940T2 (de) | 1997-04-10 |
| ES2097572T3 (es) | 1997-04-01 |
| ATE145411T1 (de) | 1996-12-15 |
| US5583190A (en) | 1996-12-10 |
| IT1265033B1 (it) | 1996-10-28 |
| ITMI931112A1 (it) | 1994-11-28 |
| CA2124549A1 (en) | 1994-11-29 |
| JP3520876B2 (ja) | 2004-04-19 |
| DE69400940D1 (de) | 1997-01-02 |
| EP0626396A1 (en) | 1994-11-30 |
| JPH072937A (ja) | 1995-01-06 |
| ITMI931112A0 (it) | 1993-05-28 |
| EP0626396B1 (en) | 1996-11-20 |
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| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| FPAY | Annual fee payment |
Payment date: 20090225 Year of fee payment: 8 |
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| LAPS | Lapse due to unpaid annual fee |